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Convolutamydine A: the first authenticated absolute configuration and enantioselective synthesis

被引：33
作者：
Cravotto, Giancarlo
Giovenzana, Giovanni B.
Palmisano, Giovanni
Penoni, Andrea
Pilati, Tullio
Sisti, Massimo
Stazi, Federica
机构：
[1] Dipartimento Sci Chim & Ambientali, I-22100 Como, Italy
[2] Univ Turin, Dipartimento Sci & Tecnol Farmacol, I-10125 Turin, Italy
[3] DISCAFF, I-28100 Novara, Italy
[4] DFB Ctr, I-28100 Novara, Italy
[5] CNR, Ist Sci & Tecnol Mol, I-20133 Milan, Italy
来源：
TETRAHEDRON-ASYMMETRY | 2006年 / 17卷 / 22期
关键词：
D O I：
10.1016/j.tetasy.2006.11.021
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
The absolute configuration of (+)-convolutamydine A 1 isolated from Amathia convoluta has been unambiguously established as (R) by enantioselective synthesis, based on chiral auxiliary-directed pi-face discrimination in an allyl metal addition to (1R,2S,5R)-8-phenylmenthyl ester 7. For an independent and unequivocal proof, the absolute stereochemistry of synthetic precursor 11 en route to 1 was determined by X-ray crystallography. (c) 2006 Published by Elsevier Ltd.
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页码：3070 / 3074
页数：5
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